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Full text of "Practical Organic Chemistry"

204               PRACTICAL ORGANIC CHEMISTRY

PREPARATION  94.

Cinnamic Acid (Phenylacrylic Acid),
C0H6.CH:CH.C02H

Bertaq-nt-ni, Animlcn, 1856, 100, 126; Perkin, Trans. Chcm.
Soi;, 1868, 21, 53 ; Fittig, Ber., i8Si,14, 1826.

20 grms. benzaldehyde.

10         sodium acetate (fused).

30  .      acetic anhydride.

The mixture of benzaldehyde, sodium acetate, and acetic an-
hydride is heated to 180 in a small round flask with upright
condenser in an oil-bath for about eight hours. The mass is
poured out whilst hot into a large round flask (i. litre), sodium
carbonate added until alkaline, and any unchanged benzaldehyde
distilled off with steam. After filtering from tindissolved resin-
ous by-products, hydrochloric acid is added, which precipitates
the free cinnamic acid in white crystalline flakes. It may
be purified by recrystallisation from hot water. Yield, 15  20
grams.

C0Hs.CH:CH.CO.ONa+H9

Properties. Colourless prisms ;  m. p. 133 ; b. p. 300  304-
See Appendix, p. 304
PREPARATION 95.
Hydrocinnamic Acid (Phenylpropionic Acid),
C0H6CHa.CH2.COaH
Erlenmeyer, Alexejeff,   Annalcn,  1862, 121,  375, and  1866,
137,237-
10 grms. cinnamic acid.
100          water.
170          sodium amalgam (2-J per cent).
The sodium amalgam is prepared by warming 200 grams  of
mercury in a porcelain basin for a few minutes.    The mercury